D and E Rings May Not Be Indispensable for Antofine: Discovery of Phenanthrene and Alkylamine Chain Containing Antofine Derivatives as Novel Antiviral Agents against Tobacco Mosaic Virus (TMV) Based on Interaction of Antofine and TMV RNA

被引:34
作者
Wang, Ziwen [1 ]
Wei, Peng [1 ]
Liu, Yuxiu [1 ]
Wang, Qingmin [1 ]
机构
[1] Nankai Univ, Collaborat Innovat Ctr Chem Sci & Engn Tianjin, Res Inst Elementoorgan Chem, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
基金
中国国家自然科学基金;
关键词
phenanthrene; alkylamine chain; antofine derivatives; antivatives activity; tobacco mosaic virus; structure-activity relationship; INHIBITORY-ACTIVITY; ALKALOIDS;
D O I
10.1021/jf5028894
中图分类号
S [农业科学];
学科分类号
09 ;
摘要
On the basis of the interaction of antofine and tobacco mosaic virus (TMV) RNA, a series of phenanthrene and alkylamine chain containing antofine derivatives 1-41 were designed, synthesized, and systematically evaluated for their antiviral activity against TMV. The results showed that most of these compounds exhibited good to excellent anti-TMV activity, which indicated that the D and E rings of antofine may not be indispensable. Phenanthrene is important for these compounds, but not the more the better. Phenanthrene, benzene rings, and alkylamine chain containing compounds exhibited good antiviral activity. The optimum compounds, 10, 18, and 19, displayed higher activity than precursor antofine and commercial ribavirin, thus emerging as new lead compounds. The novel concise structure provides another new template for antiviral studies.
引用
收藏
页码:10393 / 10404
页数:12
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